N,N-Diethyl-4-bromobenzenesulfonamide

Name: N,N-Diethyl-4-bromobenzenesulfonamide
Brand: ChemScene
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CAS No. 90944-62-0
Cat. No. CS-0211185
Purity≥98%
MDL No.MFCD00587586

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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N,N-Diethyl-4-bromobenzenesulfonamide|CS-0211185

Structure of 90944-62-0

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General Information

CAS No. 90944-62-0
Cat. No. CS-0211185
Purity ≥98%
MDL No. MFCD00587586
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₄BrNO₂S
Molecular Weight 292.19
Synonym(s) 4-bromo-N,N-diethylbenzenesulfonamide
SMILES CCN(CC)S(=O)(=O)C1=CC=C(C=C1)Br

Description

N,N-Diethyl-4-bromobenzenesulfonamide features a brominated aromatic ring paired with a sulfonamide group, enabling direct functionalization in late-stage modifications. The diethyl substitution enhances solubility and reduces aggregation, while the para-bromo handle facilitates cross-coupling reactions under standard conditions. This compound serves as a stable, bench-ready intermediate for medicinal chemistry and materials synthesis.

Application

N,N-Diethyl-4-bromobenzenesulfonamide serves as a versatile sulfonamide building block in medicinal chemistry, enabling facile Suzuki-Miyaura and Buchwald-Hartwig coupling reactions. The bromine substituent provides high reactivity in palladium-catalyzed cross-couplings, while the N,N-diethyl sulfonamide group offers enhanced solubility and metabolic stability. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- 109-89-7
- 98-58-8
- ~90%
- In-stock
  
  90944-62-0
References
- Plobeck; Delorme; Wei; Yang; Zhou; Schwarz; Gawell; Gagnon; Pelcman; Schmidt; Yue; Walpole; Brown; Labare; Payza; St-Ogne; Kamassah; Morin; Projean; Ducharme; Roberts Journal of Medicinal Chemistry, 2000 , vol. 43, # 21 p. 3878 - 3894
Route2
- In-stock
  
  589-87-7
- ~%
- In-stock
  
  90944-62-0
References
- Journal of Organic Chemistry, , vol. 68, # 21 p. 8274 - 8276

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 37.38
LogP 2.4796
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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N,N-Diethyl-4-bromobenzenesulfonamide

CAS No. 90944-62-0

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